Hillsborough County Vacations & Trips from ￥173,064

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Top destinations in Hillsborough County

Tampa Bay featuring night scenes, a river or creek and skyline
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Tampa

The Latest Hillsborough County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was ￥243,944, price is now ￥173,064 per person
￥173,064
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.2/10 Very Good! (5,395 reviews)
Amenities were great! Bowling alley, game room, fitness center, pools, mini golf, ice cream parlor! Lots to do!

Reviewed on Nov 12, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was ￥320,454, price is now ￥185,922 per person
￥185,922
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (1,037 reviews)
Great place to stay and great location everything is close by.

Reviewed on Nov 10, 2025

Villatel Orlando Resort

Villatel Orlando Resort

4 out of 5
International Drive District
Save 100% on your flight
Price was ￥557,251, price is now ￥391,001 per person
￥391,001
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.4/10 Exceptional! (237 reviews)
Everything was great except that my cleaning service didn’t show up

Reviewed on Nov 11, 2025

Hilton Garden Inn Orlando International Drive North

Hilton Garden Inn Orlando International Drive North

3 out of 5
International Drive District
Price was ￥251,334, price is now ￥197,193 per person
￥197,193
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,011 reviews)
Clean & staff was very sweet to us.

Reviewed on Oct 29, 2025

Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs

4 out of 5
Price was ￥251,166, price is now ￥205,260 per person
￥205,260
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (1,071 reviews)
Upon check-in, I was greeted by a very sweet young woman who made the process quick and seamless. The room was clean and exactly what I needed. I spent 3 nights here with absolutely no issues. The only thing to note was the showerhead pulls from the wall and one of the light switches in the bathroom does not work. I did not order breakfast or drinks at the bar because I already had other plans so I cannot speak on those. Overall, a great stay and I would recommend this location.

Reviewed on Nov 11, 2025

Hillsborough County Hotel Deals

Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
3314 S Dale Mabry Hwy, Tampa, FL
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,582 reviews)
Staff was wonderful. Rooms were clean. Grounds were well-maintained. Price was very reasonable. Breakfast was so-so. Service was excellent. I would recommend.

Reviewed on Nov 11, 2025

Get rates
Hotel South Tampa & Suites
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Fully refundable
The price is ￥20,829 per night from Nov 23 to Nov 24
￥20,829
￥23,642 total
Nov 23 - Nov 24
includes taxes & fees
8.2/10 Very Good! (1,036 reviews)
Nicely renovated room. Great service. Starbucks in lobby was efficient.

Reviewed on Nov 7, 2025

The Westin Tampa Bay
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is ￥21,476 per night from Nov 23 to Nov 24
￥21,476
￥24,375 total
Nov 23 - Nov 24
includes taxes & fees
8.6/10 Excellent! (2,344 reviews)
No puckup at airport. But staff is well trained and customer service is great

Reviewed on Nov 6, 2025

Hotel Alba, Tapestry Collection by Hilton
See all 4,253 properties in Hillsborough County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Hillsborough County vacation package cost?
Chart your own course with our Hillsborough County vacation packages, which start from only ￥173,064. Select the hotels and flights that suit your travel style. Then, add on a few tours or experiences for an incredible escape.
How do I get a cheap travel package to Hillsborough County?
Browse and book everything in one place with our Hillsborough County vacation packages. You'll discover deals on hotels, flights and more that'll keep your credit card happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 hotels around the globe to select from, you'll have endless opportunities to mix and match as you like.
Where should I stay in Hillsborough County?
Tampa is a great place to visit. It draws in many wanderers who come to explore its top sights, which include Raymond James Stadium and University of South Florida.
What are the top hotels in Hillsborough County?
For properties in Tampa with friendly service and cozy beds, you can't beat Hyatt Place Tampa Downtown and Seminole Hard Rock Hotel & Casino Tampa. If you're swinging by Plant City as well, you can look forward to a relaxing night's sleep at Ramada by Wyndham Tampa Westshore or Hampton Inn & Suites Tampa Airport Avion Park Westshore.
How far in advance should I book my Hillsborough County vacation?
Reserving your tickets early with Expedia means one less thing to have to worry about. A number of air carriers advertise tickets up to 12 months prior to take off. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Hillsborough County sometimes become available just a few weeks before departure.
What does an Expedia Hillsborough County travel package include?
Expedia has everything you need to plan your Hillsborough County trip, but what goes into your package is your call. Pick from any combination of flights, hotels and rental cars. Looking for some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your style, there's a vacation package to match your needs.
What should I know before booking a Hillsborough County travel package?
An Expedia travel package can be customized for your circumstances and is a great way to stretch your dollars further. How much you include is completely up to you. Rental cars, hotels and flights — decide on a combination that suits your style.
Can I choose my airline with a Hillsborough County Expedia vacation package?
Yes, and with over 550 airlines to choose from around the world, you've got lots of choice. Browse the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Hillsborough County vacation package?
Certainly, and we're here to help. You may be able to cancel or amend your Hillsborough County vacation package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company for older bookings. If life throws you a curveball, browse our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.